Solvolysis of t-butyl substituted cyclobutyl tosylates

✍ Scribed by Paul v.R. Schleyer; P. LePerchec; Douglas J. Raber

• Book ID: 104240029
• Publisher: Elsevier Science
• Year: 1969
• Tongue: French
• Weight: 194 KB
• Volume: 10
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)88703-7

✦ Synopsis

received in lg for publication g!l Sapfaber 1969) Rigidly held cyclobutyl tosylates show a remarkable dependence of eolvolysis rates on the conformation of the leaving gr0up.a Thus, in both the bicyclo[2.l.l]pentyl and bicyclo[3.1.1]hexyl series, the equatorial isomers (A) are strongly accelerated and the axial isomers (2) strongly decelerated, relative to the behavior of the parent compound (s).' The deceleration